2011
DOI: 10.1021/ja206064v
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Mechanistic Studies of Ethylene Hydrophenylation Catalyzed by Bipyridyl Pt(II) Complexes

Abstract: Cationic platinum(II) complexes [( t bpy)Pt(Ph)(L)]+ [ t bpy =4,4′-di-tert-butyl-2,2′-bipyridyl; L = THF, NC5F5, or NCMe] catalyze the hydrophenylation of ethylene to generate ethylbenzene and isomers of diethylbenzene. Using ethylene as the limiting reagent, an 89% yield of alkyl arene products is achieved after 4 h at 120 °C. Catalyst efficiency for ethylene hydrophenylation is diminished only slightly under aerobic conditions. Mechanistic studies support a reaction pathway that involves ethylene coordinatio… Show more

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Cited by 81 publications
(114 citation statements)
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“…Given the observations above, a mechanism for ethylene hydroarylation similar to those reported by Gunnoe 14 and Goldberg 15 is proposed ( Figure 6). An equilibrium between the dimethylsulfide precatalyst 2a and the active species 3 occurs via a rapid ligand exchange with ethylene.…”
supporting
confidence: 59%
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“…Given the observations above, a mechanism for ethylene hydroarylation similar to those reported by Gunnoe 14 and Goldberg 15 is proposed ( Figure 6). An equilibrium between the dimethylsulfide precatalyst 2a and the active species 3 occurs via a rapid ligand exchange with ethylene.…”
supporting
confidence: 59%
“…Hydride migration to the bound ethylene can occur followed by coordination of an L-type ligand to generate the Pt(II)-ethyl complex 7. Similar Pt-ethyl complexes have been identified as off-cycle organometallic products by the Gunnoe group, 14 for cationic ( t bpy)Pt complexes. Finally, complex 2a can also undergo ligand substitution with any styrene generated during the course of decomposition to afford the styrene-bound complex 8.…”
mentioning
confidence: 53%
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